4.8 Article

Chiral Recognition of L-Amino Acids on Liposomes Prepared with L-Phospholipid

Journal

ACS APPLIED MATERIALS & INTERFACES
Volume 7, Issue 38, Pages 21065-21072

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/acsami.5b07198

Keywords

liposomes; chiral recognition; amino acids; adsorption; electrostatic interaction; hydrogen bond; lock-and-key model

Funding

  1. Funding Program for Next Generation World-Leading Researchers of the Council for Science and Technology Policy (CSTP) [GR066]
  2. Japan Society for the Promotion of Science (JSPS) [13J03878]
  3. JSPS [26249116, 25889039, T15K142040]
  4. Grants-in-Aid for Scientific Research [13J03878, 26249116, 15K14204] Funding Source: KAKEN

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In this study, we demonstrated that liposomes composed of 1,2-dipalmitoyl-sn-glycero-3-phosphocholine (DPPC) can recognize several L-amino acids, but not their D-enantiomers, by analyzing their adsorptive behavior and using circular dichroism spectroscopy. Changes in liposomal membrane properties, determined based on fluorescent probe analysis and differential scanning calorimetry, were induced by L-amino acid binding. UV resonance Raman spectroscopy analysis suggested that the chiral recognition was mediated by electrostatic, hydrophobic, and hydrogen bond interactions, where the recognition site could therefore be constructed on the DPPC membrane. Our findings clearly indicate the potential function of liposomes in asymmetric recognition.

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